A bird sitting on a nest of eggs.

Hiking Near Oak Bluffs, Massachusetts

Shorter Routes icon

Shorter Routes

These hikes keep it under 5 miles and climb less than 1,500 feet, making them ideal for quicker outings or lower-key days. Perfect for a morning stretch, a casual afternoon, or getting outside without committing to a big push. Don’t let the stats fool you — many still pack in great views and rewarding moments.

Woodland Wonderland Trail

Hike Route

Woodland Wonderland Trail

ADA Accessible
easy
2.35 mi
+15 ft
Willow Tree Bottom Trail

Hike Route

Willow Tree Bottom Trail

Historical
easy
1.73 mi
+13 ft
Dead Neck Trail

Hike Route

Dead Neck Trail

ADA Accessible
easy
2.51 mi
+0 ft
Great Hay Trail

Hike Route

Great Hay Trail

Birding
easy
3.05 mi
+55 ft
Cobble Stone Beach Loop

Hike Route

Cobble Stone Beach Loop

Birding
easy
3.22 mi
+338 ft
Mashpee River Woodlands Trail

Hike Route

Mashpee River Woodlands Trail

Birding
easy
3.81 mi
+201 ft

Other Nearby Routes

Not finding what you're looking for? These additional nearby hikes offer more ways to get outside and explore the area. With a mix of lengths, difficulty levels, and terrain, you're likely to find something that fits your plans for the day. And remember, you can always use the onX Route Builder to create your own adventure from scratch.

Frank Knowles Little River Reserve Loop

Hike Route

Frank Knowles Little River Reserve Loop

Birding
easy
5.23 mi
+138 ft
Sandy Neck Nature Trail

Hike Route

Sandy Neck Nature Trail

Birding
easy
7.56 mi
+16 ft
Allens Pond Wildlife Sanctuary Loop

Hike Route

Allens Pond Wildlife Sanctuary Loop

Birding
easy
6.99 mi
+96 ft